Process of making sesquiterpene alcohol.



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-lrsli has the double effect ci .tlrst eectirig D saponitisation andbesides of producing th resin'iiicution oi the impurities which cannothe seperated from the alcohol by ordinary chemical methods or fractionaldist"l.tion, &c. 'ritter the sulistsnces have been saponiiied described'and after submitting them to fractional distillation under reducedlpressure those fractions which are' rich in this al" cohol arepurified. es shove described, oy treatment with anhydride et acids. Eythis previous ssponiiication the further advantage is ohtziincd ofdestroyi certain odorous sub other then .the sesquit -rpene alcohol,thus contributing rectify to facilitate the pu- '.cotion oi the latter.,in the working of the process ou en industriel scale :i may even inekeuse of the crude product obtsined oy fractional distillation of thepreriously-ssn poniiied substances zuid which is rich in the newproduct. f

in. cert-ain cases it will be of advantage to repeat the treatment ofthe residue with acid enhydrid several tinies with e View oi asuostantially. complete extraction oilI the sesquiterpene alcoholcontain-ed iii the essentiel sub'- stei'ice under treatment. test modewith residue from the lirst'treatrnent Will show whether i secoiidtrestme; 's nccesssry. Exemple: @ii of mush/seed (i. c., oil cisrnorette seeds) is diss(` ed in dilute alcohol to which has been:id-decl e quantity' of potessium or sodium hydrate corresponding to oneandrone-heli' times the percentage of ether in the substance. und themixture is then heated in. e suitable apparatus provided with zi re''.heoperstion finished .whenthe peculiar odor of the essentiel oil hasdisappeared. ineens oi steam, requiredl `and dilute the remainingmesswith Water end extract it by riiuitsble'sclvent liilreve'ther. also sepierste the product troni the previouslysoponi in steam. A E

rlhe oil thus obtained by enyci these procv esses constitutes a rowhistorial which is purihed either by iirst submitting it to trec-Vtionoldistillatii 'in www or by; merely treating it after preriousdrying to the ect-ion ot zicidsnhydrid, so es like combinations withtheyscids or irfodiiliu cultly-t'oletile esters. These esterllilre products are then purified `by WeB-ignoran processes und then decomposed bysepcniiiczition. whereby the scsquiterpene alcohol chf tri-ined in apure state. while the scid is 'reco ered. I'he action 'ot' thesnliydrid'prcf crehly teifcs place sten elevated temperature; but it isunderstood that the duration of lthe i by union itnen distil ofi thealcohol (hy to .convert it into esteri* l i l whosev semicarbszonecrystallizes 1from tions as e scouting' .roilliiieters pressure. ot'

essere substances airev treated are of course vnot to he.

strictly adhered to and are not conditional for the process. it may hestated thatv it is oi advantage to agitato the mixture. l muy,- iorinstance, proceed in the following'manner: @ne hundred ports of thecrude ,product prepared es d scribed catorce-that is to say, ot theessentiel substance more or less en- Yriched sosquiterpene slcoholarediluted inone hundred ports benzene, and to this add sixty ports oi?plitsli'c-acid eshydrid and heet Vtor several hours et 125 centigrade,then allow 'to cool and extract the mass hy water with a slight additionof a solution. 0i' en slimline carbone-te, (carbonate oi sodo., forAinstance.) The alkaline liquid is then shaken several times, with ssuitable solvent like ether. and'finaliv submitted to the action of a.steam current -e'ter having previously added an excess of alkali. holwhich is carried over with'the steam is separated and further piirifedby 'fractional distillation fein vacuo, the fraction which distilsor'eret shout 155O to 165O centigrade (not corrected) et Aten millimeterspressure constituting the purified' product.

The new 'product is an almost-colorless tran grant oil, soluble inbenzin, alcohol, 'and ether, prsc'ticell Y insoluble in' Water.,corresponding to the formule. Cuidad). boiling. at approxirnotelylll@under ten millimeters pressure, not corrected.) lthes e. density ofabout 0.885 et i8@ and s'rerecting index 111,21. 488. `By clement-aryanalysis it is found to he an :alcohol of the sesquiter'pene series ofthe formule Celio@ By oxidation with chromic and Vsulfuric acid it istransformed into an' eldehyde 'ie tate ci' ethyl in white leaves,melting after previous softening at about 133@ to 1350 centigrzrde.

The new product possesses o very-sweet and very 'persistent odor-oflowers It is'cs-v pablo by itself of -verious industriel applicam agentand also as a. rawV materiel the manufacture of its derivates.

By rneens of my process it becomes u comper'fitively'easy metter ence ofthis product in the various essential oils ot' nature wherein it existsand to sepa rote it therefrom, it' necessary., for purposes otmanufacture. I

. What i claim, and desir e to vsecure by Let ters iatent of theUnitedzttes, isf-V The Sesqiiiterpene slcc-- to determine the pres- As snew product e frsgrent oil' having the formula Cillin-.0, boiling' atabout 1GO@ at ten e density el about 0.885 ut lil@ centigi'cde, itsindex of retraction heing'LsSS, sud` having'the characters su Vscohci';forming ether-like substances with acids like' zicetic'acid, resisting

